2-[4-(5,5-Dimethyl-1,3-dioxan-2-yl)phenyl]-9-[4-[9-[4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-1,10-phenanthrolin-2-yl]butyl]-1,10-phenanthroline | 223449-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-[4-(5,5-Dimethyl-1,3-dioxan-2-yl)phenyl]-9-[4-[9-[4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-1,10-phenanthrolin-2-yl]butyl]-1,10-phenanthroline
• CAS: 223449-11-4
• 化学式: C₅₂H₅₀N₄O₄
• 分子量: 794.993
• InChiKey: GCHKIOQWDPXURR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  60
• 可旋转键数：
  9
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  88.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[4-(5,5-Dimethyl-1,3-dioxan-2-yl)phenyl]-9-[4-[9-[4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-1,10-phenanthrolin-2-yl]butyl]-1,10-phenanthroline 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以79%的产率得到4-[9-[4-[9-(4-Formylphenyl)-1,10-phenanthrolin-2-yl]butyl]-1,10-phenanthrolin-2-yl]benzaldehyde
  参考文献：
  名称：

  Porphyrin-Stoppered [3]- and [5]-Rotaxanes

  摘要：

  A dicopper(I)-complexed [3]-rotaxane was prepared in 34% yield by a transition-metal-templated strategy involving a bis-chelating molecular thread, macrocycles incorporating the complementary chelating unit, and porphyrin stoppers as key components. A tetracopper(I)-complexed [5]-rotaxane was obtained as a byproduct in 8% yield. Coordination chemistry was performed either at the 2,9-diphenyl-1, 10-phenanthroline (dpp) chelates or at the porphyrin stoppers. The latter were metalated by either Zn(II), Au(III), or Zn(II) and Au(III). Both Cu(I) template cations could be removed by competitive complexation with CN- when at least one porphyrin stopper was complexed with Au(III), the other one being metalated with either Au(III) or Zn(II). This provided two strictly defined [3]-rotaxanes, in which the macrocycle and the molecular thread are not held together by metal coordination. Rather, dethreading is prevented by the bulky metalloporphyrin stoppers. Unexpectedly, when both stoppers were complexed with Zn(II), removal of the metal template in the same conditions as above yielded, very selectively, a copper(I)-complexed [3]-rotaxane containing only one metal-free macrocycle. The demetalated bis-dpp site could be remetalated with Ag(I), affording, in good yield, a dinuclear (Ag(I), Cu(I))-complexed [3]-rotaxane, ended by Zn(II)-porphyrin blocking groups.

  DOI：

  10.1021/ja9824829
• 作为产物：
  描述：

  1,3-二噁烷,2-(4-溴苯基)-5,5-二甲基- 在 叔丁基锂 作用下， 以 乙醚 为溶剂， 反应 28.5h， 生成 2-[4-(5,5-Dimethyl-1,3-dioxan-2-yl)phenyl]-9-[4-[9-[4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl]-1,10-phenanthrolin-2-yl]butyl]-1,10-phenanthroline
  参考文献：
  名称：

  Porphyrin-Stoppered [3]- and [5]-Rotaxanes

  摘要：

  A dicopper(I)-complexed [3]-rotaxane was prepared in 34% yield by a transition-metal-templated strategy involving a bis-chelating molecular thread, macrocycles incorporating the complementary chelating unit, and porphyrin stoppers as key components. A tetracopper(I)-complexed [5]-rotaxane was obtained as a byproduct in 8% yield. Coordination chemistry was performed either at the 2,9-diphenyl-1, 10-phenanthroline (dpp) chelates or at the porphyrin stoppers. The latter were metalated by either Zn(II), Au(III), or Zn(II) and Au(III). Both Cu(I) template cations could be removed by competitive complexation with CN- when at least one porphyrin stopper was complexed with Au(III), the other one being metalated with either Au(III) or Zn(II). This provided two strictly defined [3]-rotaxanes, in which the macrocycle and the molecular thread are not held together by metal coordination. Rather, dethreading is prevented by the bulky metalloporphyrin stoppers. Unexpectedly, when both stoppers were complexed with Zn(II), removal of the metal template in the same conditions as above yielded, very selectively, a copper(I)-complexed [3]-rotaxane containing only one metal-free macrocycle. The demetalated bis-dpp site could be remetalated with Ag(I), affording, in good yield, a dinuclear (Ag(I), Cu(I))-complexed [3]-rotaxane, ended by Zn(II)-porphyrin blocking groups.

  DOI：

  10.1021/ja9824829

文献信息

• Solladie, Nathalie; Chambron, Jean-Claude; Dietrich-Buchecker, Christiane O., Angewandte Chemie, 1996, vol. 108, # 8, p. 957 - 960
  作者：Solladie, Nathalie、Chambron, Jean-Claude、Dietrich-Buchecker, Christiane O.、Sauvage, Jean-Pierre

  DOI：——

  日期：——